Leonard outmaneuvered Herring with speed and footwork, slipping the half dozen punches thrown by his opponent, with most going well wide of their mark.
[6][7] Herring fought for the Southern Lightweight Title on August 2, 1920, against Sailor Friedman and won in a 12-round newspaper decision in Wichita Falls, Texas.
Friedman fought many of the top lightweight contenders of his era, including Benny Leonard, Lew Tendler, and welterweight Pinky Mitchell.
The foul occurred from an odd turn of events, when the arena began to collapse, forcing Long to slip and strike Herring below the belt, incapacitating him.
The sizable crowd of 4,000, were satisfied with the performance of the contestants competing for the Southern Welterweight title and were enthralled as they watched Stribling try desperately to deliver a knockout blow in the final rounds.
In their Memphis bout in October 1922, Herring won eleven rounds decisively, with Jones taking a serious beating and winning only the eighth.
[15] In the eighth Jones was able to back Herring against the ropes and land some solid punches, though he connected sporadically throughout the match with a few blows to the jaw.
Jeakle, a skilled opponent with a strong punch, would contend for the NYSAC world lightweight championship in a 1925 tournament at Madison Square Garden.
[18] Herring defeated European and BBofC British lightweight champion Harry Mason on May 5, 1924, in a 10-round points decision at Columbus, Georgia.
[19][20] Fighting as a lightweight, Mason defeated Larry Avera by newspaper decision on August 21, 1924, in a tame six-round semi-final bout in Freemont, Ohio.
[21] On December 22, 1924, Herring fought for the "Southern Lightweight Title", against Boots Antley in Columbus, Ohio, but drew in a 10-round points decision.
[23][4] Herring lost to future world junior welterweight champion Mushy Callahan before a packed house of around 10,000, on August 18, 1925, in a 10-round points decision in Vernon, California.
Callahan kept his long left aimed at Herring's face, and used vicious swings to the body to gain an advantage in points in nearly every round but the first.
[28] Before a crowd of 5,000, Herring dropped a 12-round points decision to the skilled Nick Testo on August 24, 1926, in a charity bout at the Stadium in Troy, New York.
[31] On April 22, 1929, he defeated an aging 44-year-old Jack Britton, a long-reigning former world welterweight champion, in an eight-round points decision at the Stadium in Memphis.
His defense was rarely penetrated by a blow, and he showed strength and speed throughout the 10-round bout, despite allowing Simms to take the lead in the fighting.
Herring retired from boxing in 1930 after fighting a 10-round draw with former British Light and Welterweight titleholder Harry Mason at Utica Stadium.